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Used Toyota Highlander for Sale near Madison, CT

231 results
Madison, CT
2018 Toyota Highlander XLE AWD Riverhead Toyota

2018 Toyota Highlander

XLE AWD

99,053 miles

$21,995

Fair Deal
Riverhead, NY
29 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
99,053
Stock number:
45281U
VIN:
5TDJZRFH9JS887334

Sponsored

2018 Toyota Highlander XLE AWD

2018 Toyota Highlander

XLE AWD

106,991 miles

$19,980

Good Deal
Southington, CT
25 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
106,991
Stock number:
G6197
VIN:
5TDJZRFH5JS818544

Sponsored

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

166,122 miles

$16,658

Fair Deal
Waterbury, CT
26 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Brown
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
166,122
Stock number:
582043
VIN:
5TDJZRFH5KS582043

Sponsored

2016 Toyota Highlander Limited AWD

2016 Toyota Highlander

Limited AWD

150,268 miles

$14,999

Good Deal
Hartford, CT
29 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
150,268
Stock number:
A5739
VIN:
5TDDKRFHXGS342995

2012 Toyota Highlander Limited AWD

2012 Toyota Highlander

Limited AWD

167,882 miles

$9,871

Good Deal
Vernon Rockville, CT
34 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
167,882
VIN:
5TDDK3EH2CS166534

2019 Toyota Highlander XLE FWD

2019 Toyota Highlander

XLE FWD

46,506 miles

$24,990

Good Deal
Groton, CT
29 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
46,506
Stock number:
C476
VIN:
5TDKZRFHXKS306770

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2020 Toyota Highlander

XLE AWD

57,743 miles

$28,751

Fair Deal
New London, CT
27 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
57,743
Stock number:
S00801A
VIN:
5TDGZRBH0LS003333

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2021 Toyota Highlander

XSE AWD

83,815 miles

$29,399

Fair Deal
Bristol, CT
29 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
83,815
Stock number:
UA38102A
VIN:
5TDLZRBH8MS082086

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2018 Toyota Highlander

XLE AWD

100,659 miles

$19,800

Great Deal
Meriden, CT
15 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
100,659
Stock number:
539361
VIN:
5TDJZRFH4JS539361

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2018 Toyota Highlander

LE AWD

87,430 miles

$19,299

Good Deal
Hartford, CT
27 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
87,430
Stock number:
4252
VIN:
5TDBZRFH7JS901364

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2022 Toyota Highlander

XLE AWD

62,116 miles

$29,991

Great Deal
Old Saybrook, CT
13 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Brown
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
62,116
Stock number:
5135
VIN:
5TDHZRBH7NS166116

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2008 Toyota Highlander

Base 4WD

140,811 miles

$7,877

Good Deal
Branford, CT
12 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
140,811
Stock number:
074230
VIN:
JTEES41A882074230

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2018 Toyota Highlander

XLE AWD

106,991 miles

$19,980

Good Deal
Southington, CT
25 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
106,991
Stock number:
G6197
VIN:
5TDJZRFH5JS818544

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2021 Toyota Highlander

XSE AWD

71,335 miles

$29,743

Good Deal
Watertown, CT
29 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
71,335
Stock number:
26307
VIN:
5TDJZRBH0MS142420

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2018 Toyota Highlander

XLE AWD

115,856 miles

$19,995

Fair Deal
Canton, CT
37 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
115,856
Stock number:
554761
VIN:
5TDJZRFH7JS554761

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2016 Toyota Highlander

XLE AWD

115,110 miles

$17,999

Good Deal
Bloomfield, CT
33 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Red (Maroon)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
Automatic
Mileage:
115,110
VIN:
5TDJKRFH6GS325582

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2018 Toyota Highlander

SE AWD

153,724 miles

$18,000

Fair Deal
West Simsbury, CT
35 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
153,724
Stock number:
SB192863A
VIN:
5TDJZRFH7JS498398

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2004 Toyota Highlander

Limited V6 AWD

161,287 miles

$6,213

Great Deal
New Haven, CT
15 mi away
Year:
2004
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
230 hp 3.3L V6
Exterior color:
Bluestone Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
161,287
Stock number:
BL9484
VIN:
JTEEP21A040060916

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2017 Toyota Highlander

XLE AWD

106,310 miles

$19,990

Fair Deal
Bristol, CT
27 mi away
Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
106,310
Stock number:
S0350
VIN:
5TDJZRFH0HS518176

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2012 Toyota Highlander

Base V6

163,439 miles

$7,490

Great Deal
East Windsor, CT
38 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
163,439
Stock number:
096499
VIN:
5TDBK3EH5CS096499

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2014 Toyota Highlander

XLE AWD

140,793 miles

$13,900

Good Deal
Shelton, CT
24 mi away
Year:
2014
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Nautical Blue Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
140,793
Stock number:
039054
VIN:
5TDJKRFH1ES039054

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2021 Toyota Highlander

Limited AWD

117,410 miles

$24,999

Good Deal
Bristol, CT
29 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
117,410
Stock number:
UA38375A
VIN:
5TDDZRBH3MS554750

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2023 Toyota Highlander

Limited AWD

30,508 miles

$39,995

Fair Deal
Manchester, CT
33 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,508
Stock number:
LT9286
VIN:
5TDKDRBH5PS018358

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Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 4,730 currently listed for sale on CarGurus and an **average price of $32,526.00**, 34.1% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2022 Toyota Highlander 4.58 / 5 stars. - **82.3% of 2022 Highlander models on CarGurus are accident-free**. - The 2022 Toyota Highlander offers a spacious and comfortable interior, advanced safety features, and a hybrid variant that provides excellent fuel efficiency. ## Why it stands out The 2022 Toyota Highlander continues the model's legacy as a family-friendly SUV that emphasizes reliability and safety. This generation features a modern exterior design coupled with a well-appointed interior, making it appealing to buyers looking for both functionality and style. The Highlander's generous cargo space, which can be expanded to up to 84.3 cubic feet with the second and third rows folded down, ensures ample room for families and their gear. Notably, the introduction of Toyota Safety Sense as standard equipment across all trims enhances its reputation for safety with features such as lane-keeping assist and automatic emergency braking. The hybrid variant, featuring a combination of a 2.5-liter four-cylinder engine and an electric motor, offers outstanding fuel economy, making the Highlander a commendable choice for those seeking both performance and efficiency. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,284.00 - Good/great deal percentage: 34.7% - User rating: 4.82 / 5 - Total listings: 3,255 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,092.00 - Good/great deal percentage: 35.9% - User rating: 4.48 / 5 - Total listings: 2,975 - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,185.00 - Good/great deal percentage: 36.0% - User rating: 4.57 / 5 - Total listings: 2,733 These recommendations are based on CarGurus' proprietary market data from February 10, 2026, CarGurus experts' opinions, and generative AI.

4.6 Overall rating

(691 reviews)

Customers say

Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.

AI generated from the text of customer reviews.

What people say

cargo space comfort interior performance safety
Julie W
5.0
Reviewed a 2021 Toyota Highlander on Jul 20, 2024

I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.

Melissa C
5.0
Reviewed a 2021 Toyota Highlander on May 05, 2024

Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.

Emmanuel S
5.0
Reviewed a 2022 Toyota Highlander on Apr 18, 2024

The car is great with very nice features. It is a good value in terms of price and nothing is missing. It is a good looking car

Anonymous
5.0
Reviewed a 2019 Toyota Highlander on Sep 03, 2024

great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort

James S
4.0
Reviewed a 2008 Toyota Highlander on Jul 16, 2024

We own 2 of these. One is the limited and the other is the all wheel drive. Over 150,000 on each and really just general maintenance issues so far with each. The clear coat is peeling and fading on the rear valance of each and the shocks and struts need to be replaced at this age. We have taken our limited everywhere including Texas, Colorado, North Carolina, Maryland, West Virginia, and more. Very good for families or dog owners and flexible with the third row seating. No major issues with either one so far!

Toyota Highlander FAQs

How much does the Toyota Highlander cost in Madison, CT?

The average Toyota Highlander costs about $26,627.39. The average price has decreased by -7.9% since last year. The 233 for sale near Madison, CT on CarGurus, range from $4,495 to $49,998 in price.

How many Toyota Highlander vehicles in Madison, CT have no reported accidents or damage?

233 out of 233 for sale near Madison, CT have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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